| Identification | More | [Name]
2-AMINO-3-CHLORO-5-NITROBENZOTRIFLUORIDE | [CAS]
400-67-9 | [Synonyms]
2-AMINO-3-CHLORO-5-NITROBENZOTRIFLUORIDE
2-CHLORO-4-NITRO-6-(TRIFLUOROMETHYL)ANILINE
2-Amino-3-chloro-5-nitrobenzotrifluoride 98%
2-Amino-3-chloro-5-nitrobenzotrifluoride98% | [EINECS(EC#)]
225-202-8 | [Molecular Formula]
C7H4ClF3N2O2 | [MDL Number]
MFCD04972736 | [Molecular Weight]
240.57 | [MOL File]
400-67-9.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HS Code ]
2921490090 |
| Hazard Information | Back Directory | [Uses]
2-Amino-3-chloro-5-nitrobenzotrifluoride is a useful intermediate for the preparation of monoazo dyes. | [Synthesis]
General procedure for the synthesis of 2-chloro-4-nitro-6-(trifluoromethyl)aniline from 2-amino-5-nitrobenzotrifluoride: 4-nitro-2-(trifluoromethyl)aniline (15 g) and N-chlorosuccinimide (10.7 g) were dissolved in acetonitrile (100 ml) in a sealed microwaveable reaction flask and heated to 150°C for 15 minutes. After completion of the reaction, the mixture was cooled to room temperature and poured into a mixture of 5% sodium hydroxide solution (500 ml) and ethyl acetate (400 ml). The organic phase was separated, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Purification by fast column chromatography afforded 17.0 g (97% yield) of 2-chloro-4-nitro-6-(trifluoromethyl)aniline as a yellow solid.LC-MS (m/z) 240 (MH+); tR=4.76, (UV, ELSD) purity 97% and 96%, respectively.1H NMR (500 MHz, DMSO-d6) δ: 7.15 (s , 2H), 8.15 (d, 1H), 8.40 (d, 1H). | [References]
[1] Patent: WO2006/29623, 2006, A1. Location in patent: Page/Page column 60-61
[2] Patent: WO2005/87754, 2005, A1. Location in patent: Page/Page column 46
[3] Industrial and Engineering Chemistry, 1953, vol. 45, p. 1730,1732
[4] Industrial and Engineering Chemistry, 1954, vol. 46, p. 2213,2218, 2219 |
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